Anti-acne use of derivatives of (5,4b)-isothiazolo pyridine-3-one

Abstract

An anti-acne composition comprises in a carrier suitable for topical application to the skin an active compound having the formula <IMAGE> wherein R1 is linear or branched alkyl having 1-12 carbon atoms, mono- or polyhydroxyalkyl having 2-5 carbon atoms, alkenyl having 3-6 carbon atoms, cycloalkyl having 3-6 carbon atoms, or a radical of the formula <IMAGE> wherein n is 0 or 1, m is 1, 2 or 3, R2 is hydrogen or lower alkyl having 1-3 carbon atoms and R3 represents hydrogen, alkyl having 1-4 carbon atoms, nitro, -CF3 or halogen. The acid salts of these active compounds can also be used.

What is claimed is: 
     
       1. A process for the treatment of acne comprising applying to the area of the skin affected with acne an effective amount of an anti-acne composition comprising in a carrier suitable for topical application to the skin, 0.05 to 10 percent by weight based on the total weight of said composition of an active compound having the formula ##STR20## wherein R 1  is linear or branched alkyl having 1-12 carbon atoms, mono- or polyhydroxyalkyl having 2-5 carbon atoms, alkenyl having 3-6 carbon atoms, cycloalkyl having 3-6 carbon atoms, or a radical of the formula ##STR21## wherein n is 0 or 1, m is 1, 2 or 3, R 2  represents hydrogen or lower alkyl having 1-3 carbon atoms and R 3  represents hydrogen, alkyl having 1-4 carbon atoms, nitro, --CF 3  or halogen, and the acid salt thereof with a mineral or organic acid.   
     
     
       2. The process of claim 1 wherein the mineral acid is hydrochloric acid or hydrobromic acid. 
     
     
       3. The process of claim 1 wherein R 1  represents a mono- or polyhydroxyalkyl having 2-5 carbon atoms, alkenyl having 3-6 carbon atoms or cycloalkyl having 3-6 carbon atoms. 
     
     
       4. The process of claim 1 wherein said active compound is selected from the group consisting of (1) 2-methyl-(5,4b)-isothiazolo pyridine-3-one,   (2) 2-ethyl-(5,4b)-isothiazolo pyridine-3-one,   (3) 2-isopropyl-(5,4b)-isothiazolo pyridine-3-one,   (4) 2-octyl-(5,4b)-isothiazolo pyridine-3-one,   (5) 2-(2-hydroxypropyl)-(5,4b)-isothiazolo pyridine-3-one,   (6) 2-(1,2-hydroxypropyl)-(5,4b)-isothiazolo pyridine-3-one,   (7) 2-cyclohexyl-(5,4b)-isothiazolo pyridine-3-one,   (8) 2-benzyl-(5,4b)-isothiazolo pyridine-3-one,   (9) 2-(p-chlorophenyl)-(5,4b)-isothiazolo pyridine-3-one, and   (10) 2-(2,5-dichlorophenyl)-(5,4b)-isothiazolo pyridine-3-one.   
     
     
       5. The process of claim 1 wherein said active compound is present in an amount ranging from 0.3 to 3 percent by weight based on the total weight of said composition. 
     
     
       6. The process of claim 1 wherein said carrier is an alcoholic or hydroalcoholic solution. 
     
     
       7. The process of claim 6 wherein the alcohol is ethanol or isopropanol. 
     
     
       8. The process of claim 1 wherein said carrier is in the form of a water-in-oil or oil-in-water emulsion. 
     
     
       9. A process for the treatment of acne comprising applying to the area of the skin affected with acne, 2 to 3 times each day for a period of time ranging from 1 to 6 weeks an effective amount of an anti-acne composition comprising in a carrier suitable for topical application to the skin 0.05 to 10 percent by weight based on the total weight of said composition of an active compound having the formula ##STR22## wherein R 1  is linear or branched alkyl having 1-12 carbon atoms, mono- or polyhydroxyalkyl having 2-5 carbon atoms, alkenyl having 3-6 carbon atoms, cycloalkyl having 3-6 carbon atoms, or a radical of the formula ##STR23## wherein n is 0 or 1, m is 1, 2 or 3, R 2  represents hydrogen or lower alkyl having 1-3 carbon atoms and R 3  represents hydrogen, alkyl having 1-4 carbon atoms, nitro, --CF 3  or halogen, and the acid salt thereof with a mineral or organic acid.